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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1179429Generated: October 26, 2026

3-(5-nitro-1H-indol-3-yl)-1-azabicyclo[2.2.2]oct-2-ene → 3-(1-azabicyclo[2.2.2]oct-3-yl)-1H-indol-5-ylamine

https://huagongshe.com/reaction/1179429

Reaction equation

Participants

RoleNameHCIDCharge
Reactant3-(5-nitro-1H-indol-3-yl)-1-azabicyclo[2.2.2]oct-2-eneHCID 57474463—
ReactantHCID 178418361HCID 178418361—
CatalystPalladiumHCID 23938—
SolventMethanolHCID 887—
Product3-(1-azabicyclo[2.2.2]oct-3-yl)-1H-indol-5-ylamineHCID 9816207—

Reaction Steps

0.2 g of Pd/C (10%) is added to a suspension of 7.4 mmol of 3-(5-nitro-1H-indol-3-yl)-1-azabicyclo[2.2.2]oct-2-ene in 50 ml of methanol, and the mixture is stirred at room temperature for 12 hours in a hydrogen atmosphere at atmospheric pressure. The mixture is filtered, and the filter residue is subjected to conventional work-up, giving 3-(1-azabicyclo[2.2.2]-oct-3-yl)-1H-indol-5-ylamine.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07279496B2
Source datasetuspto-grants-2007_10
ORD IDord-e4b52e1812c349a1ae31330520825ce1
Source noteuspto-grants-2007_10